3,4-Diaminotoluene

Base Information

• Chemical Name: 3,4-Diaminotoluene
• CAS No.: 496-72-0
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 29215119
• European Community (EC) Number: 207-826-2
• NSC Number: 1495
• UN Number: 2810
• UNII: OE7HJ54P5C
• DSSTox Substance ID: DTXSID9024930
• Nikkaji Number: J93.148I
• Wikidata: Q26841301,Q82231597
• Metabolomics Workbench ID: 123302
• ChEMBL ID: CHEMBL1319452
• Mol file: 496-72-0.mol

Synonyms:Toluene-3,4-diamine(7CI,8CI);1,2-Diamino-4-methylbenzene;2-Amino-4-methylaniline;2-Amino-5-methylaniline;3,4-Diamino-1-methylbenzene;3,4-Tolylenediamine;4-Methyl-1,2-benzenediamine;4-Methyl-1,2-diaminobenzene;4-Methyl-1,2-phenylenediamine;4-Methyl-2-aminoaniline;4-Methyl-o-phenylenediamine;1,2-Benzenediamine,4-methyl-;

Chemical Property of 3,4-Diaminotoluene

Chemical Property:

• Appearance/Colour: off-white small blocks
• Vapor Pressure: 0.0179mmHg at 25°C
• Melting Point: 87-89 °C(lit.)
• Refractive Index: 1.581
• Boiling Point: 262.3 °C at 760 mmHg
• PKA: 4.59±0.10(Predicted)
• Flash Point: 132.1 °C
• PSA: 52.04000
• Density: 1.107 g/cm³
• LogP: 2.32180
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: 16 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 92.9
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

3,4-Diaminotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-52/53-40-36-22
• Safety Statements: 26-37/39-61-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=C(C=C1)N)N
• Uses: 5-Methylbenzotriazole intermediate. 4-Methyl-o-phenylenediamine was employed as chromogenic reagent in the spectrophotometric determination of selenium(IV). It was used in the synthesis of an asymmetrical tetradentate Schiff base via condensation with dehydroacetic acid and salicylic aldehyde.

Technology Process of 3,4-Diaminotoluene

There total 49 articles about 3,4-Diaminotoluene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

4-methyl-2-nitroaniline (89-62-3) → 4-methyl-1,2-diaminobenzene (496-72-0)

Guidance literature:

With hydrogen; nickel; In methanol; at 65 - 75 ℃; for 1h; Autoclave; Inert atmosphere;

Reference yield: 96.6%

3,4-Dinitrotoluene (610-39-9) → 4-methyl-1,2-diaminobenzene (496-72-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 48h;

DOI:10.1016/j.bmcl.2013.04.039

Reference yield: 91.0%

5-methylbenzo[c][1,2,5]thiadiazole (1457-93-8) → 4-methyl-1,2-diaminobenzene (496-72-0)

Guidance literature:

With methanol; samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.333333h;

upstream raw materials:

2-amino-4-methylacetanilide

5-methyl-2-nitroaniline

(4-amino-3-nitrophenyl)methanol

4-methyl-2-p-tolylazo-aniline

Downstream raw materials:

6''-methyl-5'''-phenyl-trispiro[bis-cyclohexane-1,1'';1',3''-cyclopenta[b]quinoxaline-2'',4'''-oxazol]-5'''-one

5-methyl-2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaphosphole 2-oxide

bis-(2-chloro-ethyl)-(5-methyl-2-oxo-2,3-dihydro-1H-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-amine

4-Methyl-N,N'-bis-(N-diethoxyphosphoryl-thiocarbamoyl)-1,2-phenylendiamin

Refernces

• 1、 Hartman, Tomá?,Reisnerová, Martina,Chudoba, Josef,Svobodová, Eva,Archipowa, Nataliya,Kutta, Roger Jan,Cibulka, Radek. "Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure". . p. 373 - 386. Retrieved 2021/02/01.
• 2、 Salahshournia, Hossein,Ghiaci, Mehran. "Pd-Pt/modified GO as an efficient and selective heterogeneous catalyst for the reduction of nitroaromatic compounds to amino aromatic compounds by the hydrogen source". . . Retrieved 2019/02/14.